KR870007173A - 1- (acylaminomethyl) imidazo [1,2-a] quinoline derivatives, their preparation and application to therapies - Google Patents

1- (acylaminomethyl) imidazo [1,2-a] quinoline derivatives, their preparation and application to therapies Download PDF

Info

Publication number
KR870007173A
KR870007173A KR870000470A KR870000470A KR870007173A KR 870007173 A KR870007173 A KR 870007173A KR 870000470 A KR870000470 A KR 870000470A KR 870000470 A KR870000470 A KR 870000470A KR 870007173 A KR870007173 A KR 870007173A
Authority
KR
South Korea
Prior art keywords
compound
hydrogen
hydrogen atom
group
acetic acid
Prior art date
Application number
KR870000470A
Other languages
Korean (ko)
Inventor
제오르지 파스칼
드 프레띠 다니엘
Original Assignee
에 뚜레 레메뜨르
신떼라보 소시에떼 아노님
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 에 뚜레 레메뜨르, 신떼라보 소시에떼 아노님 filed Critical 에 뚜레 레메뜨르
Publication of KR870007173A publication Critical patent/KR870007173A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/08—Antiepileptics; Anticonvulsants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives

Abstract

내용 없음No content

Description

1-(아실아미노메틸) 이미다조〔1,2-a〕 퀴놀린 유도체, 그의 제법 및 그의 치료에의 응용1- (acylaminomethyl) imidazo [1,2-a] quinoline derivatives, their preparation and application to therapies

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (5)

일반식(Ⅰ)에 해당하는 1-아실아미노메틸이미다조〔1,2-a〕 퀴놀린 유도체 및 뿐만 아니라 제약상 허용되는 산과의 그들의 부가염.1-acylaminomethylimidazo [1,2-a] quinoline derivatives corresponding to general formula (I) and their addition salts with pharmaceutically acceptable acids as well. 상기 식에서,Where A 및 B는 각각 수소원자를 나타내거나 또는 함께 탄소-탄소결합을 나타내고,A and B each represent a hydrogen atom or together represent a carbon-carbon bond, X는 수소 또는 할로겐원자 또는 (C1-4)알킬, (C1-4)알콕시, (C1-4)알킬티오, 메틸술포닐, 아미노, (C1-4)알킬아미노, 디(C1-4)알킬아미노, 니트로 또는 트리플루오로메틸기를 나타내며,X is hydrogen or a halogen atom or (C 1-4 ) alkyl, (C 1-4 ) alkoxy, (C 1-4 ) alkylthio, methylsulfonyl, amino, (C 1-4 ) alkylamino, di (C 1-4 ) alkylamino, nitro or trifluoromethyl group, Y는 6,7 또는 8위치에서 수소 또는 할로겐원자 또는 메틸기를 나타내며,Y represents hydrogen or a halogen atom or a methyl group at the 6, 7 or 8 position, R1은 수소원자 또는 (C1-4)알킬기를 나타내고,R 1 represents a hydrogen atom or a (C 1-4 ) alkyl group, R2는 선형 또는 분기형(C1-6)알킬기를 나타낸다.R 2 represents a linear or branched (C 1-6 ) alkyl group. 제1항에 있어서, X는 염소원자 또는 메틸 또는 메틸티오기이며, Y는 수소원자이고, R1은 수소원자 또는 메틸기이며, A,B 및 R2는 제1항에서 위에 주어진 의미를 갖는 것을 특징으로 하는 유도체.2. A compound according to claim 1, wherein X is a chlorine atom or a methyl or methylthio group, Y is a hydrogen atom, R 1 is a hydrogen atom or a methyl group, and A, B and R 2 have the meanings given above in claim 1 Derivative. 일반식(Ⅱ)General formula (Ⅱ) 의 퀴놀린을 먼저, 가열된 상태에서 염화메틸렌 또는 1,2-디클로로에탄과 같은 용매에서, 위에 정의한 치환체 X를 지니는 α-브로모아세토페논의 작용을 받게 하고, 일반식(Ⅲ)Quinoline is first subjected to the action of α-bromoacetophenone with substituent X as defined above in a solvent such as methylene chloride or 1,2-dichloroethane in a heated state, and formula (III) 의 이온성 화합물을 얻는데, 이것을 가열상태에서, -아세트산암모늄의 존재하에, 아세트산 또는 프로피온산과 같은 유기용매에서, 90℃의 온도에서 고리화시켜 A 및 B가 수소원자인 화합물(Ⅳ)을 얻거나,An ionic compound is obtained, which is heated in a heating state, in the presence of ammonium acetate, in an organic solvent such as acetic acid or propionic acid, and cyclized at a temperature of 90 DEG C to obtain Compound (IV) wherein A and B are hydrogen atoms. , -아니면 120내지 140℃의 온도에서 아세트산 또는 프로피온산과 같은 용매에서, 아세트산암모늄과 염화 제2철의 존재하에 고리화시켜 A와 B가 함께 탄소-탄소결합을 나타내는 화합물(Ⅳ)을 얻으며 ;In a solvent such as acetic acid or propionic acid at a temperature between 120 and 140 ° C., cyclizing in the presence of ammonium acetate and ferric chloride to give compound (IV) in which A and B together represent a carbon-carbon bond; 화합물(Ⅳ)은 아세트산 매체에서 과량의 포름알데히드를 사용하여 위치 1에서 히드록시메틸화시키고 ;Compound (IV) was hydroxymethylated at position 1 with excess formaldehyde in acetic acid medium; 얻은 알코올(Ⅴ)Alcohol obtained (Ⅴ) 을 진한 황산의 존재하에 니트릴 R2CN과 반응시키고 가수분해후, R1이 H인 화합물(Ⅰ)을 얻는데, 이 화합물은 요오드화알킬 R1I를 사용하여 임의적으로 알킬화시키는 것을 특징으로 하는 제1항의 화합물의 제조방법.Is reacted with nitrile R 2 CN in the presence of concentrated sulfuric acid and after hydrolysis to obtain compound (I) wherein R 1 is H, which compound is optionally alkylated with alkyl iodide R 1 I Process for the preparation of the compound of claim. 제1항 또는 제2항에 따르는 화합물로 구성되는 것을 특징으로 하는 의약.A medicament comprising the compound according to claim 1 or 2. 적합한 부형제와 조합하여 제1항 또는 제2항에 따르는 화합물을 포함하는 것을 특징으로 하는 의약 조성물.A pharmaceutical composition comprising the compound according to claim 1 in combination with a suitable excipient. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR870000470A 1986-01-22 1987-01-21 1- (acylaminomethyl) imidazo [1,2-a] quinoline derivatives, their preparation and application to therapies KR870007173A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR00835 1986-01-22
FR8600835A FR2593180B1 (en) 1986-01-22 1986-01-22 IMIDAZO (1,2-A) QUINOLEINS ACYLAMINOMETHYL-1 DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION

Publications (1)

Publication Number Publication Date
KR870007173A true KR870007173A (en) 1987-08-17

Family

ID=9331354

Family Applications (1)

Application Number Title Priority Date Filing Date
KR870000470A KR870007173A (en) 1986-01-22 1987-01-21 1- (acylaminomethyl) imidazo [1,2-a] quinoline derivatives, their preparation and application to therapies

Country Status (18)

Country Link
US (1) US4810711A (en)
EP (1) EP0231138B1 (en)
JP (1) JPS62169782A (en)
KR (1) KR870007173A (en)
AT (1) ATE52092T1 (en)
AU (1) AU584777B2 (en)
DE (1) DE3762342D1 (en)
DK (1) DK31987A (en)
ES (1) ES2014307B3 (en)
FI (1) FI85477C (en)
FR (1) FR2593180B1 (en)
GR (1) GR3000621T3 (en)
HU (1) HU194231B (en)
IL (1) IL81336A (en)
NO (1) NO165801C (en)
NZ (1) NZ219007A (en)
PT (1) PT84160B (en)
ZA (1) ZA87443B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2752729A (en) * 1953-10-23 1956-07-03 Peter A Macinnes Explosive rocket toy and launcher
FR2593179B1 (en) * 1986-01-22 1988-04-01 Synthelabo IMIDAZO (1,2-A) QUINOLEINS DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION
AU6355190A (en) * 1989-06-13 1991-01-17 Smithkline Beecham Corporation Inhibition of interleukin-1 and tumor necrosis factor production by monocytes and/or macrophages
AUPP278498A0 (en) 1998-04-03 1998-04-30 Australian Nuclear Science & Technology Organisation Peripheral benzodiazepine receptor binding agents

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB991589A (en) * 1963-04-30 1965-05-12 Selvi & C Lab Bioterapico Novel [1,2-ª‡]imidazopyridines and a process for the manufacture thereof
FR2568880B1 (en) * 1984-08-07 1986-12-12 Synthelabo IMIDAZO ACYLAMINOMETHYL-3 DERIVATIVES (1,2-A) PYRIDINES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION
US4675323A (en) * 1985-08-06 1987-06-23 Synthelabo Imidazo(1,2-a)quinoline derivatives useful as anxiolytic agents
FR2593179B1 (en) * 1986-01-22 1988-04-01 Synthelabo IMIDAZO (1,2-A) QUINOLEINS DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION

Also Published As

Publication number Publication date
DK31987A (en) 1987-07-23
ES2014307B3 (en) 1990-07-01
HU194231B (en) 1988-01-28
EP0231138A1 (en) 1987-08-05
ZA87443B (en) 1987-09-30
JPS62169782A (en) 1987-07-25
US4810711A (en) 1989-03-07
GR3000621T3 (en) 1991-09-27
AU6789687A (en) 1987-07-23
IL81336A0 (en) 1987-08-31
DE3762342D1 (en) 1990-05-23
FI85477C (en) 1992-04-27
NO870250D0 (en) 1987-01-21
DK31987D0 (en) 1987-01-21
AU584777B2 (en) 1989-06-01
FI870253A0 (en) 1987-01-21
FR2593180B1 (en) 1990-10-26
PT84160B (en) 1989-07-31
NO870250L (en) 1987-07-23
FR2593180A1 (en) 1987-07-24
IL81336A (en) 1990-11-05
NO165801B (en) 1991-01-02
HUT43065A (en) 1987-09-28
FI870253A (en) 1987-07-23
NZ219007A (en) 1989-08-29
EP0231138B1 (en) 1990-04-18
NO165801C (en) 1991-04-10
PT84160A (en) 1987-02-01
FI85477B (en) 1992-01-15
ATE52092T1 (en) 1990-05-15

Similar Documents

Publication Publication Date Title
KR870004030A (en) Condensed Imidazo Pyridine Derivatives
KR850003890A (en) Method for preparing 1H-imidazo [4,5c] -quinolin-4-amine
KR910000657A (en) Oxa- or thia-zoline derivatives
FI102535B1 (en) Process for the preparation of pharmaceutically useful 1,3,5-trisubstituted pyrazole derivatives
KR860007257A (en) Method for preparing 5- (6-imidazo [1,2-a] pyridyl) pyridine derivative
IE38886B1 (en) Heterocyclic compounds
KR900018074A (en) N-heteroaryl-4-quinolinamine, preparation method thereof and use thereof as medicament
NO177934C (en) Analogous Process for the Preparation of Therapeutically Active Quinoline Carboxylic Acid Derivatives
KR870007176A (en) 7- (azabicycloalkyl) -quinolonecarboxylic acid and 7- (azabicycloalkyl) -naphthyridone carboxylic acid derivative and preparation method thereof
KR910009672A (en) Pyridazine derivatives, preparation method thereof and pharmaceutical composition containing the same
KR870007168A (en) Sulfoxide derivatives and preparations thereof
KR870007173A (en) 1- (acylaminomethyl) imidazo [1,2-a] quinoline derivatives, their preparation and application to therapies
KR890013007A (en) Benzodioxole derivatives and preparation method thereof
JPS5618983A (en) Theophylline derivative and its preapration
KR920012052A (en) Benzoxazinone and Benzothiazinone Derivatives Acting on the Cardiovascular System
KR860008135A (en) Process for producing amino ketone derivatives
KR920012056A (en) 1,4-benzothiazine-2-acetic acid derivative and preparation method thereof
NO892821L (en) PROCEDURE FOR THE PREPARATION OF O2, 2'-ANHYDRO-1- (B-D-ARABINOFURANOSYL) THYMIN.
KR830004320A (en) Method for preparing quinazoline derivatives
KR950032193A (en) 5,6-dihydro-4H-imidazo [2 ', 1': 2,3] imidazo [4, 5, 1-ij] quinoline and 4,5-dihydroimidazo [1,2-a] Pyrrolo [1,2,3-cd] benzimidazole derivatives and use thereof in their preparation and treatment
KR890009912A (en) Quinoline derivatives and their preparation
NO159854C (en) ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE BETA-CARBOLIN-3-CARBOXYLIC ACID DERIVATIVES.
NO169851C (en) STEREOSPECIFIC PROCEDURE FOR THE PREPARATION OF 2-ARYL PROPIONIC ACIDS WITH S-CONFIGURATION
DK150782A (en) METHOD FOR PREPARING IMIDAZO (1,2A) QUINOLINE DERIVATIVES OR ACID ADDITION SALTS.
FR2593179B1 (en) IMIDAZO (1,2-A) QUINOLEINS DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION

Legal Events

Date Code Title Description
WITN Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid